Resin plasticizer



Patented Nov. 25, 1930 UNITED STATES PATENT OFFICE:

HERMAN ALEXANDER BRUSON, OF PHILADELPHIA, PENNSYLVANIA, ASSIGNOR TO THERESINOUS PRODUCTS d; CHEMICAL COMPANY, A CORPORATION OF DELAWARE RESINPLASTICIZER Ito Drawing. Application filed July 5,

This invention relates to a method for preparing toughened resinousmaterials, and also to films and coatings prepared therefrom whichpossess unusual fiexibihty. More especially, it describes a methodwhereby brittle resins, such as phenol-formaldehyde condensationproducts or other brlttle resins,'may' be plasticized to formtough,"flex1- ble masses from which molded ob ects may be fabricated, orfrom which flexible varnish coatings ma be obtained.

In my co-pendlng application bearin Serial No. 311,256, there aredescribed ru herlike resins which are obtained by condensing apolyhydric alcohol, notably glycerol, with long chained aliphaticdibasic acld's characterized by having six or more carbon atoms linkedtogether in a straight chain, such acids being specifically-:-

Adipic aci HOO (CH .,,OOOH

Pimelic acid, HOOO- CH GOOH Suberic acid, HOOC- CH -COOH Azelaic acid,HOOG- CH COOH Sebacic acid, HOOC-(CI-L) -.COOI-I or mixtures thereof.

Now I have found that if a solutionof a plienol-formaldeh de resin ismixed with a solution of the above mentioned condensation productsin-suitable proportions. homogeneous solutions may be obtained which.upon evaporation of the solvent, deposit strongly adherent, tough,flexible films that remain flexible, even upon baking for a prolongedperiod of time. Such films in either the unbaked or baked state areinsoluble in oils or hydrocarbons and may be used for coatingoil-storage tanks where, on account of contractions and expansions ofthe tank, elasticity of the film is of prime importance. Suitablesolvents for the above mlxture are those which are capable of mutuallydissolving both the phenol-formaldehyde resins and the rubbery, resinouscondensation products. Acetone, alcohol, ethyl acetate and nbutylacetate are appropriate solvents for this purpose.

Ea'ample 100 parts by weight of a soluble Novolack phenol-formaldehyderesin or reac- 1929. Serial No. 376,288.

tive phenol-aldehyde resin is dissolved in 200 parts alcohol and mixedwith 50 parts by weight of the soluble, rubbery condensation productprepared by heating glycerol with sebacic acid, which latter compound isdescribed in my ing Serial No. 311,256. A clear solution is obtained,which upon evaporation of the solvent, deposits a tough, adherent,flexible film that is resistant to gasoline and oils.

The quantity of rubbery condensation product may be increased to givestill more flexible and softer films, or it may be decreased to yieldsomewhatharder films. The films ma be baked at 150 C. for several hours,w ereby the rubbery plasticizer becomes insoluble without losingflexibility.

An infusible, tough, elastic, insoluble coating upon metal may therebybe obtained if the reactive type phenol-formaldehyde resin is employed.

In place of the sebacic acid-glycerol condensation product, any of thesoluble condensation products of a polyhydric-alcohol with adipic,pimelic, suberic, azelaic acids or mixtures of these acids maybe'employed as described in the aforementioned application, Serial No.311,256.

Resins other than the phenol-formaldehyde resins mentioned above may besimilarly plasticized as described above. These include shellac,cresol-formaldehyde resins, ketone-formaldehyde resins and condensationproducts of phenol with furfural, and formaldehyde-urea resins. Otherhard, brittle synthetic resins that are alcohol soluble may likewise beplasticized.

Instead of preparing a solution of the two resin components, the solid,hard, brittle" resin may be powdered and mixed directly with theviscous, rubbery condensation products enumerated herein. This maybedone in a mixer so as to obtain an impregnated powder or pasty mass thatmay be used for molding objects of practical value.

What I claim is: V 1. Method of plasticizing phenol aldehyde resinswhich consists in incorporating therewith a condensation product of apolyhydric co-pending application bearalcohol and a member of the grouconsisting of pimelic, suberic, azelaic and se acic acids.

2. Method of plasticizing phenol aldehyde resins which consists inincorporating therewith a condensation product of glycerol and a memberof the group consisting of pimelic, suberic, azelaic and sebacic acids.

3. Method of plasticizing phenol aldehyde resins which consists inincorporating therewith a condensation product of a polyhydric alcoholand sebacic acid.

4. A com osition of matter comprising a phenol alde iyde resin and acondensation product of a polyhydric alcohol with a member of the groupconsisting of pimelic, suberic, azelaic and sebacic acids.

5. A composition of matter comprising a phenol aldehyde resin and acondensation product of glycerol with a member of the group consistingof pimelic, suberic, azelaic and sebacic acids.

6. A. com osition of matter comprising a phenol aide yde resin and acondensatlon product of glycerol and sebacic acid.

7. A composition of matter comprising a phenol aldehyde resin and acondensation proiuct of a polyhydric alcohol and sebacic aci 8. Acomposition adapted for lining oil storage tanks comprising a phenolformaldehyde resin and a condensation product of glycerol and sehacicacid.

HERMAN ALEXANDER BRUSON.

